2-hydroxymethyl-6-vinyl-1-azaspiro[4.5]decane-1-carboxylic acid benzyl ester

Base Information

Chemical Name:2-hydroxymethyl-6-vinyl-1-azaspiro[4.5]decane-1-carboxylic acid benzyl ester
CAS No.:438461-65-5
Molecular Formula:C₂₀H₂₇NO₃
Molecular Weight:329.439
Hs Code.:

Synonyms:2-hydroxymethyl-6-vinyl-1-azaspiro[4.5]decane-1-carboxylic acid benzyl ester

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Chemical Property of 2-hydroxymethyl-6-vinyl-1-azaspiro[4.5]decane-1-carboxylic acid benzyl ester

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Technology Process of 2-hydroxymethyl-6-vinyl-1-azaspiro[4.5]decane-1-carboxylic acid benzyl ester

There total 8 articles about 2-hydroxymethyl-6-vinyl-1-azaspiro[4.5]decane-1-carboxylic acid benzyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

: 438461-64-4
(2S,5S)-2-[(dimethylphenylsilanyl)methyl]-6-vinyl-1-azaspiro[4.5]decane-1-carboxylic acid benzyl ester

: 438461-65-5
2-hydroxymethyl-6-vinyl-1-azaspiro[4.5]decane-1-carboxylic acid benzyl ester

Guidance literature:: (2S,5S)-2-[(dimethylphenylsilanyl)methyl]-6-vinyl-1-azaspiro[4.5]decane-1-carboxylic acid benzyl ester; With boron trifluoride diacetate; In dichloromethane; at 20 ℃; for 0.25h;

With dihydrogen peroxide; sodium hydrogencarbonate; In tetrahydrofuran; methanol; Further stages.; Heating;
DOI:10.1021/jo0201070

Reference yield:

: 72479-05-1
(S)-(-)-5-(Bromomethyl)-2-pyrrolidinone

: 438461-65-5
2-hydroxymethyl-6-vinyl-1-azaspiro[4.5]decane-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / Li; CuCN / tetrahydrofuran / 19 h / -40 - -20 °C

2.1: 96 percent / KH / tetrahydrofuran / 0.92 h / 0 - 20 °C

3.1: t-BuLi / diethyl ether; pentane / 1.67 h / -78 - 20 °C

3.2: diethyl ether; pentane / 4 h / -78 - -20 °C

4.1: 828 mg / BF₃*2HOAc; 4 Angstroem molecular sieves / CH₂Cl₂ / -78 - 20 °C

5.1: BF₃*2AcOH / CH₂Cl₂ / 0.25 h / 20 °C

5.2: 89 percent / NaHCO₃; aq. H₂O₂ / methanol; tetrahydrofuran / Heating

With 4 A molecular sieve; tert.-butyl lithium; boron trifluoride diacetate; lithium; potassium hydride; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; 5.2: Tamao oxidation;
DOI:10.1021/jo0201070

Reference yield:

: 92121-08-9
7-trimethylsilanylhept-5-en-1-ol

: 438461-65-5
2-hydroxymethyl-6-vinyl-1-azaspiro[4.5]decane-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2.1: t-BuLi / diethyl ether; pentane / 1.67 h / -78 - 20 °C

2.2: diethyl ether; pentane / 4 h / -78 - -20 °C

3.1: 828 mg / BF₃*2HOAc; 4 Angstroem molecular sieves / CH₂Cl₂ / -78 - 20 °C

4.1: BF₃*2AcOH / CH₂Cl₂ / 0.25 h / 20 °C

4.2: 89 percent / NaHCO₃; aq. H₂O₂ / methanol; tetrahydrofuran / Heating

With 1H-imidazole; 4 A molecular sieve; iodine; tert.-butyl lithium; boron trifluoride diacetate; triphenylphosphine; In diethyl ether; dichloromethane; pentane; 4.2: Tamao oxidation;
DOI:10.1021/jo0201070